Tours in Key West

258 results

Key West Ghosts and Gravestones Trolley Tour

1,148
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’s haunted history. This ghost and gravestone tour of Key West offers you an in-depth look into the strange and gloomy past of the Southernmost City.
1 hour
Free Cancellation
From
$39.85

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

739
Danger Charters is the only tour operator in Key West offering sailing excursions on a historic schooner into the remote backcountry of the National Wildlife Refuge. Our trips are truly small-group, with a max of around 20 guests, so you'll never feel crowded—whether you're snorkeling, kayaking, or relaxing on deck. On the Premium Day Trip, we often stop at a shallow sandbar, a guest favorite for swimming, wading, or just enjoying the view! What really sets us apart is our crew. They're passionate about what they do, and it shows in the way they lead each activity, share local history, and give fun, informative eco talks. Whether you're brand new to snorkeling or a seasoned paddler, the crew offers guidance, support, and an easygoing atmosphere that makes everyone feel welcome. This trip combines adventure, education, and laid-back sailing in one of the most beautiful and untouched parts of the Florida Keys.
6 hours 30 minutes
Free Cancellation
From
$145.00

2 Hour Key West Mini Catamaran Eco Tour

80
Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s surrounding waters. Our Craigcat boat tour will take you on an exhilarating, up-close adventure across crystal-clear waters, winding through lush mangroves, stopping at pristine sandbars, and exploring hidden islands that are off the beaten path. This is your chance to experience Key West like never before — in a fun, fast, and eco-friendly CraigCat boat! Perfect for All Levels: Whether you're an experienced boater or a first-time adventurer, the Craigcat is easy to handle and designed for fun and comfort. With a small, nimble design, you’ll have the freedom to explore areas that larger boats or jet skis can’t reach. Up to 4 boats per tour. 2 guests max per boat. If you have 4 people in your group please make two separate bookings to accommodate your party and so forth up to 8 guests.
2 hours
Free Cancellation
From
$284.95

Guided Bike Tour of Old Town Key West

2,508
Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the islands top attractions with your own friendly knowledgable guide! Cruise Old Town, visit iconic landmarks, and hear stories about some of the colorful characters that have called Key West home. You will get the best Key West photos and see more in two hours then most visitors see their entire trip to Key West. Ride a bike from the Gulf to the Atlantic and see the Southernmost from Coast to Coast! Voted Key Wests #1 Land Excursion 10 years in a row! ALL OF OUR AMAZING RIDERS ALSO RECEIVE DISCOUNTS ON BIKE RENTALS AND OUR AWESOME MERCH! Cold bottled water and Key Lime pie included!
2 hours
Free Cancellation
From
$54.00

Biologist Owned & Operated: Dolphin Watching & Guided Snorkeling

463
Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and Principal Engineer known for his high-efficiency catamaran designs, to build the perfect boat for our trips from scratch. Our amazing crew are closely trained by our Honest Eco Biologists. Crew training starts on land with research and mission alignment before moving onto the water where we hone our seamanship skills and work to become as effective as possible at delivering on our Purpose. We Work to Spread the Value of Wildlife Conservation “People Protect What They Love.” Jacques Costeau said it, and it inspires us at Honest Eco as we work to help people discover and fall in love with the environment we are all part of. We are continuously learning and pushing ourselves to be as environmentally responsible as possible.
4 hours
Free Cancellation
From
$143.05
Key West Afternoon Reef Snorkeling with Open Bar
Special Offer

Key West Afternoon Reef Snorkeling with Open Bar

395
Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can rise off. You will enjoy a sail back to the dock and enjoy Free Beer, soft Drinks and water as you enjoy your ride on our big open decks.
3 hours
Free Cancellation
From
$53.95
$59.95
$6.00 savings

Key West Glass-Bottom Boat Tour with Sunset Option

540
Step aboard the Pride of Key West, the island’s only Glass Bottom Boat. This family-friendly tour invites you to explore North America’s only living coral reef* from our state-of-the-art 65ft catamaran. Glide over crystal-clear waters and enjoy unobstructed views of stunning coral formations, which support over 300 species of tropical fish, rays, and sea turtles. Our specially designed glass "windows to the reef" ensure continuous viewing for all passengers, allowing everyone to marvel at the rich marine life below. Relax in the air-conditioned viewing cabin or step out onto the large sundeck for panoramic views. Our knowledgeable guides provide insights into the coral reef ecosystem and highlight fascinating marine creatures. For a truly memorable experience, join our final trip of the day to watch the sunset as you return to port—an amazing way to cap off your Key West adventure! *In the event of unfavorable conditions, the captain may opt for an alternate location
1 hour 45 minutes to 2 hours
Free Cancellation
From
$69.95

Key West Craft Cocktail Crawl

503
Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new secret. Travel off Duval Street and into neighborhood bars that locals frequent! Sample delectable bites and nibbles between drinks to get a taste of what the island life is all about. Curated with fun-lovers in mind, this upscale bar crawl is ideal for those who are more inclined to mingling and exploring Key West’s vibrant bar scene. Tastings include asian cauliflower bites, taco of your choice, 4 delicious hand crafted cocktails, locally-made beer, and much more. Our group size is limited to 12 people to ensure personal service from the guide.
3 hours
Free Cancellation
From
$93.68
Parasailing over the Historic Key West Seaport
Special Offer

Parasailing over the Historic Key West Seaport

197
Parasailing at in Key West Fl at the Key West bight Fly high over the Key West Seaport as you parasail from State of the art parasail boats  All crews Licensed and insured
1 hour
Free Cancellation
From
$44.95
$49.95
$5.00 savings

Key West Conch Tour Train

742
Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride around the island! FREE Admission to the Sails to Rails Museum included with ticket!
1 hour 30 minutes
Free Cancellation
From
$45.10

Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

671
Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 2.5 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West. As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures. With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset. A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!
2 hours 30 minutes
Free Cancellation
From
$89.00

Key West's Favorite Afternoon Dolphin Sail

94
Our afternoon dolphin watch is limited to an intimate number of passengers to optimize your views! Enjoy sailing aboard a 60' catamaran to the dolphin playground to view wild dolphins play and frolic in their natural habitat. Atlantic bottlenose dolphins are the most common dolphins found around Key West. Enjoy an up-close view of dolphin pods as they swin and jump around the boat.
2 hours 30 minutes
Free Cancellation
From
$59.00
Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine
Special Offer

Key West 2 Reef Snorkel Tour & Sunset Cruise with Beer & Wine

146
Enjoy this 3 hour sunset combo trip. We will cruise out to Key West’s best reef location, where you are welcome to jump in and enjoy an evening snorkel. If you do not feel like getting in the water, no worries, the bar is open! Grab a draft beer or glass of wine & enjoy the views. Once done snorkeling we will venture out on a one of a kind sunset cruise.
3 hours
Free Cancellation
From
$62.95
$69.95
$7.00 savings

Key West Reef Snorkel & Sail Adventure

534
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour trip out to the reef, we will have you there for an hour and then a one hour journey back to our dock. We will provide instruction on how to use the equipment but recommend that you are comfortable in water over your head and that you have the ability to swim. *We provide quality sanitized mask, snorkel, fins and flotation vest *Professional guidance and instruction on how to use provided gear *Fresh water hose available to rinse off after snorkeling *Complimentary beverages to include water, soda, white wine, a selection of craft beers, margaritas, and champagne *Floridays takes a limited number of guests so that we may provide you with the ultimate in enjoyment and service
3 hours
Free Cancellation
From
$79.00

Key West Sushi Sunset Cruise with Complementary Drinks

197
Looking for the perfect way to end your day? Join us on the Seabreeze and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with our panoramic views of the sun melting into tropical waters – and the best way to enjoy it is with good food and great drinks! Departing from the Garrison Bight Marina, your sunset cruise will take you on a unique path away from the rush of boats leaving downtown. This exclusive cruise is a great way to start your night out, celebrate a special occasion, or bring your stay to a close with an easy-going route through the Key West Harbor and the Gulf of Mexico. We operate year-round at reduced capacity for a more intimate experience for our guests. You’ll get to know our crew and maybe meet some friends along the way. We also have a full marine head (bathroom) for your convenience.
2 hours
Free Cancellation
From
$75.00

Key West Rum and Reggae: Reef Snorkel Adventure and Sunset Sail

364
Fury’s Snorkel Adventure is unique for its combination of thrilling snorkeling and a vibrant sailing experience. Guests board a spacious Fury Catamaran, part of the largest luxury fleet in the Florida Keys, and sail to North America’s only living coral reef, all while enjoying the upbeat sounds of Reggae music. What sets this trip apart is the seamless blend of adventure and relaxation. Before snorkeling, the friendly crew provides expert assistance and instruction, ensuring everyone feels comfortable and confident. Once in the water, participants explore the stunning underwater world filled with pristine coral and diverse marine life. After the snorkeling adventure, guests can unwind with complimentary Rum Punch, Fury’s signature tropical beverage, along with beer, wine, and champagne. This perfect mix of excitement, stunning scenery, and leisurely relaxation creates an unforgettable day on the water!
3 hours
Free Cancellation
From
$59.95

Key West Sailing & Snorkeling: A Reef Adventure

157
Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique experience. It’s about an hour trip out to the reef, we will have you there for an hour and then a one hour journey back to our dock. We will provide instruction on how to use the equipment but recommend that you are comfortable in water over your head and that you have the ability to swim. *We provide quality sanitized mask, snorkel, fins and flotation vest *Professional guidance and instruction on how to use provided gear *Fresh water hose available to rinse off after snorkeling *Complimentary beverages to include water, soda, white wine, a selection of craft beers, margaritas, and champagne *Floridays takes a limited number of guests so that we may provide you with the ultimate in enjoyment and service
3 hours
Free Cancellation
From
$79.00

Parasailing in Key West at Smathers Beach

126
Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats  All crews Licensed and insured
1 hour
Free Cancellation
From
$49.95

Half Day Key West Boat Experience — Swim, Sip & Soak Up the Sun!

5
Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a half-day adventure aboard our luxurious Manitou Cruise—a spacious, smooth-riding tri-toon with a deluxe swim deck, perfect for soaking up the Key West sun in comfort and style. Guided by one of our licensed, experienced captains, your private charter explores the untouched beauty of Key West’s backcountry—customized to your pace and preferences. Cruise to local sandbars, glide through scenic mangroves, or venture farther to spots like Mud Key, Snipes Point, and the Dolphin Playground, where wild dolphins often play in their natural habitat. Swim, snorkel, relax on remote beaches, or simply enjoy the ride with a drink in hand—it’s your trip, your way. Perfect for families, couples, or small groups seeking a flexible and private escape into the real Key West.
4 hours
Free Cancellation
From
$549.95

Kayak + Guided Snorkel & Morning Sail hosted by Honest Eco

169
I founded and own HONEST ECO. With Kentucky bluegrass roots and a B.S. in Biology, I found a world with a blue sea too alluring to ignore. I arrived to Key West in 2005. Now I have 10+ years of experience studying Biology and being on the water in Key West. I now own a small business with my wife and 2 young kids. We are trying to make a big impact by educating and leading by example. I'm very passionate about being respectful to the wildlife and the environment
4 hours 30 minutes
Free Cancellation
From
$156.00

Key West Golf Cart Rental: One-Day Island Exploration

10
Make the most of your Key West vacation by exploring the island with Fury’s golf cart rentals. Forget the long walks and drive straight into the adventure! Cruise through the Conch Republic like a local with our gas-powered golf cart rentals. Feel the refreshing sea breeze as you effortlessly navigate Key West’s charming streets in our high-quality street-legal golf cart rentals. Experience the thrill of driving down Duval Street with friends or family in our comfortable four- to six-passenger golf carts. Our top priority is your safety and enjoyment, so each golf cart rental is carefully maintained to ensure a smooth ride. Experience Key West in a fun, convenient and unforgettable way with Fury’s golf cart rentals!
1 day
Free Cancellation
From
$206.25

Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt

525
Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative T-shirt, then delve into the shadows to explore a mansion steeped in tragedy and the island's historic morgue. At each haunted pub stop, you can purchase your preferred "spirits" to calm your nerves as our Ghost Host recounts chilling local legends. Capture the eerie atmosphere – an unforgettable night of spooky stories awaits!
2 hours
Free Cancellation
From
$32.20

Key West Champagne Sunset Catamaran Cruise

580
Watch the famous Key West sunset on a 1.5-hour catamaran cruise. While you enjoy twilight views of the sea as the sun goes down, enjoy included wine, sparkling wine, beer, sangria or margaritas on board the boat. . As you sail through the water, admire views of the island with a cold beverage in hand — the perfect way to end a beautiful day in paradise.
1 hour 30 minutes
Free Cancellation
From
$59.00

Jimmy Buffett Tour

274
You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will take you to the locations around Old Key West that inspired his songs, where he played his first gig, some of his favorite watering holes, places he ate, bars he played in, and his recording studio. You will get to eat a slice of the best Key Lime Pie, before visiting the location of the first Margaritaville, Mallory Square, and end at Capt. Tony's Saloon. Included is a souvenir alcoholic beverage.
1 hour 30 minutes
Free Cancellation
From
$79.00